The discovery of the novel lead compound of N-nitroureas target on acetohydroxyacid synthase

Jin, Jingnan; Ma, Hao; Cao, Xiufang; Xu, Shicheng; Li, Jianhong; Zhang, Qingye; Chen, Changshui

doi:10.1016/j.pestbp.2012.08.005

Cited by 8 publications

(5 citation statements)

References 18 publications

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“…Based on the similarity of structure between sulfonylureas and N-nitrourea compounds, we supposed they have the same targeted enzyme. Our hypothesis has been confirmed combining molecular docking and biological activity assay in our previous study [9]. Urea functionality is an attractive structural unit; it has displayed a broad range of biological activities, and it has been implicated in herbicidal [10], antifungal [11][12][13][14][15][16][17], antibacterial [18], plant growth regulator [19], and so on.…”

Section: Introductionsupporting

confidence: 69%

Design Synthesis and Biological Evaluation of NovelN-Nitro Acid Amide Derivatives as Lead Compounds of Herbicide

Tang

Gao

et al. 2016

Journal of Chemistry

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A series ofN-nitro acid amide derivatives compounds were synthesized based on the active site of target acetohydroxyacid synthase (AHAS, EC: 2.2.1.6) enzyme. All the structures of newly prepared compounds were thoroughly characterized by satisfied IR and1H NMR spectra. The IC50values against AHAS enzyme and EC50values for herbicidal activity againstAmaranthus mangostanus L.andSorghum sudanenseof all synthesized target compounds were determined. The compoundsII-10,II-21, andII-22with IC50values of 7.09 mg/L, 9.07 mg/L, and 9.11 mg/L and the compoundsII-8andII-22with EC50values of 9.87 mg/L and 19.88 mg/L against root ofAmaranthus mangostanus L.andSorghum sudanensewere illustrated, respectively. Meanwhile, the possible reasons for the lower activity of compounds were analyzed by molecular docking prediction.

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Section: Introductionsupporting

confidence: 69%

Design Synthesis and Biological Evaluation of NovelN-Nitro Acid Amide Derivatives as Lead Compounds of Herbicide

Tang

Gao

et al. 2016

Journal of Chemistry

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“…In this work, we selected the pose which had the similar conformation trend and docking score with the reference molecule according to the docking principles (Jin et al, 2012b;Wang et al, 2013). The major interactions among residues, pyrene and cofactors in the active site are discussed as follows.…”

Section: Molecular Dockingmentioning

confidence: 99%

An integrated approach of bioassay and molecular docking to study the dihydroxylation mechanism of pyrene by naphthalene dioxygenase in Rhodococcus sp. ustb-1

et al. 2015

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“…Acetolactate synthase (ALS) is the target site that responds to nicosulfuron, and sensitive plants cannot grow well when this enzyme is inhibited [5]. Nicosulfuron reduces the synthesis of branched-chain amino acids (BCAAs), including valine, leucine, and isoleucine, while simultaneously inhibiting the activity of ALS and growth of plants cell, thus, killing the plants [6,7]. Nicosulfuron causes phytotoxicity in some plants, which leads to shortened roots, local chlorosis, and yellowing, purple and curly leaves [8].…”

Section: Introductionmentioning

confidence: 99%

Effects of nicosulfuron on plant growth and sugar metabolism in sweet maize (Zea mays L.)

Wu²,

Li³

et al. 2022

PLoS ONE

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The sulfonylurea herbicide nicosulfuron is efficient, harmless and selective at low doses and has been widely used in maize cultivation. In this study, a pair of corn sister lines, HK301 (nicosulfuron-tolerence, NT) and HK320 (nicosulfuron-sensitive, NS), was chosen to study the effect of nicosulfuron on plant growth and sugar metabolism in sweet maize (Zea mays L.) seedlings. All the experimental samples were subjected to treatment with water or 80 mg kg–1 of nicosulfuron when the sweet maize seedlings grew to the four-leaf stage. Nicosulfuron significantly inhibited the growth of NS line. The content of sucrose and the activities of sucrose phosphate synthase and sucrose synthase in the two inbred lines increased differentially under nicosulfuron stress compared with the respective control treatment. After nicosulfuron treatment, the activities of hexokinase and 6-phosphofructokinase and the contents of pyruvic acid and citric acid in NS line decreased significantly compared with those of NT line, while the content of sucrose and activities of sucrose phosphate synthase and sucrose synthase increased significantly. The disruption of sugar metabolism in NS line led to a lower supply of energy for growth. This study showed that the glycolysis pathway and the tricarboxylic acid cycle were enhanced in nicosulfuron-tolerant line under nicosulfuron stress in enhancing the adaptability of sweet maize.

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The discovery of the novel lead compound of N-nitroureas target on acetohydroxyacid synthase

Cited by 8 publications

References 18 publications

Design Synthesis and Biological Evaluation of NovelN-Nitro Acid Amide Derivatives as Lead Compounds of Herbicide

Design Synthesis and Biological Evaluation of NovelN-Nitro Acid Amide Derivatives as Lead Compounds of Herbicide

An integrated approach of bioassay and molecular docking to study the dihydroxylation mechanism of pyrene by naphthalene dioxygenase in Rhodococcus sp. ustb-1

Effects of nicosulfuron on plant growth and sugar metabolism in sweet maize (Zea mays L.)

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